Exploration of flow reaction conditions using machine-learning for enantioselective organocatalyzed Rauhut-Currier and [3+2] annulation sequence
Exploration of flow reaction conditions using machine-learning for enantioselective organocatalyzed Rauhut-Currier and [3+2] annulation sequence
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DOI：
10.1039/c9cc08526b
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发表时间：
2020-01-25
影响因子：
4.9
通讯作者：
Sasai, Hiroaki
中科院分区：
文献类型：
--
作者：
Kondo, Masaru;Wathsala, H. D. P.;Sasai, Hiroaki
通过使用流动系统建立了高度原子经济的对映选择性有机催化 Rauhut-Currier 和 [3+2] 成环序列。使用机器学习通过多个参数的反应筛选来探索合适的流动条件。最终，在一分钟内以高产率获得了功能化的手性螺吲哚类似物，其作为单一非对映异构体具有良好的ee。
A highly atom-economical enantioselective organocatalyzed Rauhut-Currier and [3+2] annulation sequence has been established by using a flow system. Suitable flow conditions were explored through reaction screening of multiple parameters using machine learning. Eventually, functionalized chiral spirooxindole analogues were obtained in high yield with good ee as a single diastereomer within one minute.